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2-Hydroxyestradiol

2-Hydroxyestradiol

Product ID H9816
Cas No. 362-05-0
Purity ≥99%
Product Unit SizeCostQuantityStock
1 mg $125.80 In stock
5 mg $440.60 In stock
10 mg $817.50 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

2-Hydroxy estradiol (2-OH E2) is a cytochrome P450 metabolite of estradiol with low affinity for estrogen receptors. 2-OH E2 exhibits anti-inflammatory, neuroprotective, mitogenic, and potentially anti-angiogenic activities. In vitro, 2-OH E2 decreases release of prostaglandin E2 (PGE2). In hippocampal HT22 cells, 2-OH E2 decreases cellular lipid peroxidation and cell death induced by hydrogen peroxide. Additionally, 2-OH E2 displays mitogenic effects on vascular smooth muscle cells after conversion to methoxyestradiols and catecholestradiols via cytochrome P450 and catechol-O-methyltransferase (COMT) enzymes. Similar compound 2-methoxy estradiol (2-ME2) has achieved considerable attention as an anticancer chemotherapeutic and anti-angiogenic agent through inhibition of the HIF-1α pathway.

Product Info

Cas No.

362-05-0

Purity

≥99%

Formula

C18H24O3

Formula Wt.

288.38

IUPAC Name

(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16, 17-decahydrocyclopenta[a]phenanthrene-2,3,17-triol

Synonym

2-OH E2, NSC61711, 2-HE2

Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

H9816 MSDS PDF

Info Sheet

H9816 Info Sheet PDF

References

Pavan B, Paganetto G, Dalpiaz A, et al. Estrogen metabolites in the release of inflammatory mediators from human amnion-derived cells. Life Sci. 2011 Mar 14;88(11-12):551-8. PMID: 21277863.

Becker CM, Rohwer N, Funakoshi T, et al. 2-methoxyestradiol inhibits hypoxia-inducible factor-1{alpha} and suppresses growth of lesions in a mouse model of endometriosis. Am J Pathol. 2008 Feb;172(2):534-44. PMID: 18202195.

Dubey RK, Jackson EK, Gillespie DG, et al. Catecholamines block the antimitogenic effect of estradiol on human coronary artery smooth muscle cells. J Clin Endocrinol Metab. 2004 Aug;89(8):3922-31. PMID: 15292328.

Zacharia LC, Piché CA, Fielding RM, et al. 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. J Pharmacol Exp Ther. 2004 Jun;309(3):1093-7. PMID: 14872091.

Teepker M, Anthes N, Krieg JC, et al. 2-OH-estradiol, an endogenous hormone with neuroprotective functions. J Psychiatr Res. 2003 Nov-Dec;37(6):517-23. PMID: 14563383.

Custom Order

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